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GB1503858A - Production of(2,2-disubstituted vinyl)-alpha-butyrolactones - Google Patents

Production of(2,2-disubstituted vinyl)-alpha-butyrolactones

Info

Publication number
GB1503858A
GB1503858A GB238076A GB238076A GB1503858A GB 1503858 A GB1503858 A GB 1503858A GB 238076 A GB238076 A GB 238076A GB 238076 A GB238076 A GB 238076A GB 1503858 A GB1503858 A GB 1503858A
Authority
GB
United Kingdom
Prior art keywords
formula
carbon atoms
alkyl group
butyrolactones
disubstituted vinyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB238076A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cheminova AS
Original Assignee
Cheminova AS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cheminova AS filed Critical Cheminova AS
Priority to GB238076A priority Critical patent/GB1503858A/en
Priority to BE174099A priority patent/BE850402A/en
Priority to IT19367/77A priority patent/IT1078770B/en
Priority to CH53077A priority patent/CH618434A5/fr
Priority to CA269,983A priority patent/CA1086324A/en
Priority to JP540477A priority patent/JPS5291855A/en
Priority to ES455202A priority patent/ES455202A1/en
Priority to FR7701600A priority patent/FR2338939A1/en
Priority to DE2702222A priority patent/DE2702222C2/en
Priority to NL7700615A priority patent/NL7700615A/en
Publication of GB1503858A publication Critical patent/GB1503858A/en
Priority to US06/026,746 priority patent/US4229353A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
    • C07C17/363—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by elimination of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1503858 Preparation of (2,2-disubstituted vinyl)-γ-butyrolactones CHEMINOVA A/S 31 Dec 1976 [21 Jan 1976 25 May 1976] 02380/76 and 21631/76 Heading C2C A process for the preparation of a (2,2-disubstituted vinyl)-γ-butyrolactone of the formula in which R 1 and R 2 , which may be the same or different, are hydrogen or an alkyl group having 1 to 6 carbon atoms; R 3 and R 4 , which may be the same or different, are hydrogen, an alkyl group having 1 to 6 carbon atoms or a halogen atom, or, together with the carbon atom to which they are attached, form a cycloalkyl group, and R 5 is an alkyl group having 1 to 6 carbon atoms, comprises condensing an epoxide of the formula in which R 1 , R 2 , R 3 and R 4 have the abovestated meanings, with a malonic acid ester of the formula in which R 5 has the above-stated meaning, in a basic medium, and optionally in the presence of a solvent, e.g. an alcohol of the formula R 5 OH. The epoxide is suitably prepared by reacting a diene of the formula with a metal oxyhalide under alkaline conditions, or oxidizing said diene, e.g. by means of a per-acid in the presence of an inert solvent. A modification of the above process of the invention comprises reacting the malonic acid ester of Formula IV with a hydroxy-halogen compound of the formula wherein X is a halogen, under basic conditions.
GB238076A 1976-01-21 1976-01-21 Production of(2,2-disubstituted vinyl)-alpha-butyrolactones Expired GB1503858A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
GB238076A GB1503858A (en) 1976-01-21 1976-01-21 Production of(2,2-disubstituted vinyl)-alpha-butyrolactones
BE174099A BE850402A (en) 1976-01-21 1977-01-14 PROCESS FOR THE PREPARATION OF (2,2-DISUBSTITUTE VINYL) -GAMMA-BUTYROLACTONES
IT19367/77A IT1078770B (en) 1976-01-21 1977-01-17 PROCEDURE TO PRODUCE (VINYL-2,2-BISUBSTITUTED) RANGE-BUTYRON-BRICKS AND PRODUCTS OBTAINED
CH53077A CH618434A5 (en) 1976-01-21 1977-01-17
CA269,983A CA1086324A (en) 1976-01-21 1977-01-18 PRODUCTION OF (2,2-DISUBSTITUTED-VINYL)-.gamma.- BUTYROLACTONES
JP540477A JPS5291855A (en) 1976-01-21 1977-01-19 Production of *2*22 disubstituted vynyl** gammaabutyrolactone*
ES455202A ES455202A1 (en) 1976-01-21 1977-01-20 (2,2-Disubstituted vinyl) gamma -butyrolactones
FR7701600A FR2338939A1 (en) 1976-01-21 1977-01-20 PROCESS FOR THE PREPARATION OF (VINYL 2, 2-DISUBSTITUTE) -G-BUTYROLACTONES
DE2702222A DE2702222C2 (en) 1976-01-21 1977-01-20 2,2-Dihalovinyl-γ-butyrolactones and processes for their preparation
NL7700615A NL7700615A (en) 1976-01-21 1977-01-21 PREPARATION OF VINYL GAMMA BUTYROLACTONE DERIVATIVES.
US06/026,746 US4229353A (en) 1976-01-21 1979-04-03 (2,2-Disubstituted vinyl)γ-butyrolactones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB238076A GB1503858A (en) 1976-01-21 1976-01-21 Production of(2,2-disubstituted vinyl)-alpha-butyrolactones

Publications (1)

Publication Number Publication Date
GB1503858A true GB1503858A (en) 1978-03-15

Family

ID=9738536

Family Applications (1)

Application Number Title Priority Date Filing Date
GB238076A Expired GB1503858A (en) 1976-01-21 1976-01-21 Production of(2,2-disubstituted vinyl)-alpha-butyrolactones

Country Status (2)

Country Link
BE (1) BE850402A (en)
GB (1) GB1503858A (en)

Also Published As

Publication number Publication date
BE850402A (en) 1977-05-02

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee